EG19762A - Process for preparing of oxcalylamino acid derivative and their use as medicaments for inhibiting proline hydroxylase - Google Patents
Process for preparing of oxcalylamino acid derivative and their use as medicaments for inhibiting proline hydroxylaseInfo
- Publication number
- EG19762A EG19762A EG28291A EG28291A EG19762A EG 19762 A EG19762 A EG 19762A EG 28291 A EG28291 A EG 28291A EG 28291 A EG28291 A EG 28291A EG 19762 A EG19762 A EG 19762A
- Authority
- EG
- Egypt
- Prior art keywords
- oxcalylamino
- medicaments
- preparing
- alkyl
- acid derivative
- Prior art date
Links
- 102000004079 Prolyl Hydroxylases Human genes 0.000 title abstract 2
- 108010043005 Prolyl Hydroxylases Proteins 0.000 title abstract 2
- 239000002253 acid Substances 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title 1
- 230000002401 inhibitory effect Effects 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 102000008490 2-Oxoglutarate 5-Dioxygenase Procollagen-Lysine Human genes 0.000 abstract 1
- 108010020504 2-Oxoglutarate 5-Dioxygenase Procollagen-Lysine Proteins 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
- C07C323/59—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton with acylated amino groups bound to the carbon skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/56—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having carbon atoms of carboxamide groups bound to carbon atoms of carboxyl groups, e.g. oxamides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Immunology (AREA)
- Gastroenterology & Hepatology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Transplantation (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Peptides Or Proteins (AREA)
- Materials For Medical Uses (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention relates to oxalylamino acid derivatives of the formula I <IMAGE> in which R and R' are identical or different and are C1-C6 -alkyl or hydrogen, R1 is hydrogen or C1-C4-alkyl, R2 is hydrogen, C1-C6-alkyl, C1-C3-alkoxy, carboxyl, C1-C6-alkoxycarbonyl, aryl, SH, NH2 or halogen, where the alkyl radicals are unsubstituted or substituted by aryl, OH, SH or NH2 or R1 and R2 together are a C2-C4-alkylene chain and the compounds in their predominantly pure D- and L-form and the physiologically tolerable salts. The compounds are distinguished as excellent inhibitors of prolyl hydroxylase and lysine hydroxylase.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4015255A DE4015255A1 (en) | 1990-05-12 | 1990-05-12 | OXALYL-AMINOSA-E-LEED DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A MEDICAMENT FOR INHIBITING THE PROLYL HYDROXYLASE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EG19762A true EG19762A (en) | 1996-01-31 |
Family
ID=6406245
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EG28291A EG19762A (en) | 1990-05-12 | 1991-05-09 | Process for preparing of oxcalylamino acid derivative and their use as medicaments for inhibiting proline hydroxylase |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US5204338A (en) |
| EP (1) | EP0457163B1 (en) |
| JP (1) | JP2504874B2 (en) |
| KR (1) | KR910019612A (en) |
| CN (1) | CN1032253C (en) |
| AT (1) | ATE108177T1 (en) |
| AU (1) | AU641760B2 (en) |
| BR (1) | BR9101927A (en) |
| CA (1) | CA2042282A1 (en) |
| CZ (1) | CZ279939B6 (en) |
| DE (2) | DE4015255A1 (en) |
| DK (1) | DK0457163T3 (en) |
| EG (1) | EG19762A (en) |
| ES (1) | ES2057655T3 (en) |
| HR (1) | HRP940695B1 (en) |
| HU (1) | HU217974B (en) |
| IE (1) | IE65298B1 (en) |
| IL (1) | IL98109A (en) |
| LT (1) | LT3953B (en) |
| LV (1) | LV10387B (en) |
| MA (1) | MA22152A1 (en) |
| MX (1) | MX25723A (en) |
| MY (1) | MY108608A (en) |
| NZ (1) | NZ238112A (en) |
| PT (1) | PT97642B (en) |
| RU (1) | RU2025123C1 (en) |
| TW (1) | TW225988B (en) |
| ZA (1) | ZA913538B (en) |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5192773A (en) * | 1990-07-02 | 1993-03-09 | Vertex Pharmaceuticals, Inc. | Immunosuppressive compounds |
| US5723459A (en) * | 1991-05-09 | 1998-03-03 | Vertex Pharmaceuticals Incorporated | Biologically active acylated amino acid derivatives |
| US5620971A (en) * | 1991-05-09 | 1997-04-15 | Vertex Pharmaceuticals Incorporated | Biologically active acylated amino acid derivatives |
| HU217621B (en) * | 1991-05-09 | 2000-03-28 | Vertex Pharmaceuticals Inc. | Process for the preparation of novel glyoxylyl pipecolic acid esters, their derivatives and pharmaceutical compositions containing them |
| ATE149486T1 (en) | 1993-11-02 | 1997-03-15 | Hoechst Ag | SUBSTITUTED HETEROCYCLIC CARBOXYLIC AMIDES, THEIR PRODUCTION AND THEIR USE AS MEDICINAL PRODUCTS |
| EP0650960B1 (en) * | 1993-11-02 | 1997-03-05 | Hoechst Aktiengesellschaft | Substituted heterocyclic carboxylic acid amide esters, their preparation and their us as medicaments |
| TW406076B (en) * | 1993-12-30 | 2000-09-21 | Hoechst Ag | Substituted heterocyclic carboxamides, their preparation and their use as pharmaceuticals |
| US5543423A (en) * | 1994-11-16 | 1996-08-06 | Vertex Pharmaceuticals, Incorporated | Amino acid derivatives with improved multi-drug resistance activity |
| US5789426A (en) * | 1995-01-20 | 1998-08-04 | Cornell Research Foundation, Inc. | Method for the treatment of fibroproliferative disorders by application of inhibitors of protein hydroxylation |
| US6046219A (en) * | 1995-01-20 | 2000-04-04 | Cornell Research Foundation, Inc. | Method for the treatment of conditions mediated by collagen formation together with cell proliferation by application of inhibitors of protein hydroxylation |
| US5859031A (en) | 1995-06-07 | 1999-01-12 | Gpi Nil Holdings, Inc. | Small molecule inhibitors of rotamase enzyme activity |
| US7056935B2 (en) | 1995-06-07 | 2006-06-06 | Gpi Nil Holdings, Inc. | Rotamase enzyme activity inhibitors |
| IL135495A (en) * | 1995-09-28 | 2002-12-01 | Hoechst Ag | Intermediate compounds for the preparation of substituted quinoline-2-carboxylic acid amides |
| US5801197A (en) * | 1995-10-31 | 1998-09-01 | Gpi Nil Holdings, Inc. | Rotamase enzyme activity inhibitors |
| US5717092A (en) * | 1996-03-29 | 1998-02-10 | Vertex Pharmaceuticals Inc. | Compounds with improved multi-drug resistance activity |
| US6218424B1 (en) | 1996-09-25 | 2001-04-17 | Gpi Nil Holdings, Inc. | Heterocyclic ketone and thioester compounds and uses |
| US5801187A (en) | 1996-09-25 | 1998-09-01 | Gpi-Nil Holdings, Inc. | Heterocyclic esters and amides |
| US5786378A (en) * | 1996-09-25 | 1998-07-28 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters |
| DE19650215A1 (en) * | 1996-12-04 | 1998-06-10 | Hoechst Ag | 3-hydroxypyridine-2-carboxylic acid amide esters, their preparation and their use as medicaments |
| US6274602B1 (en) | 1998-06-03 | 2001-08-14 | Gpi Nil Holdings, Inc. | Heterocyclic thioester and ketone hair growth compositions and uses |
| US5945441A (en) | 1997-06-04 | 1999-08-31 | Gpi Nil Holdings, Inc. | Pyrrolidine carboxylate hair revitalizing agents |
| US6187796B1 (en) | 1998-06-03 | 2001-02-13 | Gpi Nil Holdings, Inc. | Sulfone hair growth compositions and uses |
| US20010049381A1 (en) | 1997-06-04 | 2001-12-06 | Gpl Nil Holdings, Inc., | Pyrrolidine derivative hair growth compositions and uses |
| US6187784B1 (en) | 1998-06-03 | 2001-02-13 | Gpi Nil Holdings, Inc. | Pipecolic acid derivative hair growth compositions and uses |
| US6271244B1 (en) | 1998-06-03 | 2001-08-07 | Gpi Nil Holdings, Inc. | N-linked urea or carbamate of heterocyclic thioester hair growth compositions and uses |
| DE19746287A1 (en) * | 1997-10-20 | 1999-04-22 | Hoechst Marion Roussel De Gmbh | Substituted isoquinoline-2-carboxylic acid amides, their preparation and their use as medicaments |
| EP1085853A1 (en) | 1998-06-03 | 2001-03-28 | GPI NIL Holdings, Inc. | Heterocyclic ester and amide hair growth compositions and uses |
| US6172087B1 (en) | 1998-06-03 | 2001-01-09 | Gpi Nil Holding, Inc. | N-oxide of heterocyclic ester, amide, thioester, or ketone hair growth compositions and uses |
| US6429215B1 (en) | 1998-06-03 | 2002-08-06 | Gpi Nil Holdings, Inc. | N-oxide of heterocyclic ester, amide, thioester, or ketone hair growth compositions and uses |
| US6331537B1 (en) | 1998-06-03 | 2001-12-18 | Gpi Nil Holdings, Inc. | Carboxylic acids and carboxylic acid isosteres of N-heterocyclic compounds |
| US6384056B1 (en) | 1998-08-14 | 2002-05-07 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters or ketones for vision and memory disorders |
| US7338976B1 (en) | 1998-08-14 | 2008-03-04 | Gpi Nil Holdings, Inc. | Heterocyclic esters or amides for vision and memory disorders |
| US6335348B1 (en) | 1998-08-14 | 2002-01-01 | Gpi Nil Holdings, Inc. | Nitrogen-containing linear and azepinyl/ compositions and uses for vision and memory disorders |
| US6333340B1 (en) | 1998-08-14 | 2001-12-25 | Gpi Nil Holdings, Inc. | Small molecule sulfonamides for vision and memory disorders |
| US6506788B1 (en) | 1998-08-14 | 2003-01-14 | Gpi Nil Holdings, Inc. | N-linked urea or carbamate of heterocyclic thioesters for vision and memory disorders |
| US6462072B1 (en) | 1998-09-21 | 2002-10-08 | Gpi Nil Holdings, Inc. | Cyclic ester or amide derivatives |
| CN102526045A (en) * | 2001-12-06 | 2012-07-04 | 法布罗根股份有限公司 | Methods of increasing endogenous erythropoietin EPO |
| RU2214596C1 (en) * | 2002-05-21 | 2003-10-20 | Подковкин Владимир Георгиевич | Method of estimating metabolism of collagen |
| TW200718417A (en) * | 2005-06-15 | 2007-05-16 | Nippon Zoki Pharmaceutical Co | Agent for fibrous diseases comprising oxaluric acid derivatives |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1645987A1 (en) * | 1966-08-08 | 1971-01-21 | Ajinomoto Kk | Oxalzole derivatives and processes for their preparation |
| GB1195854A (en) * | 1966-08-08 | 1970-06-24 | Ajinomoto Kk | Oxazole Derivatives and process of producing the same |
| US3646061A (en) * | 1968-06-10 | 1972-02-29 | Ajinomoto Kk | Method of preparing n-alkoxalyl and n-formyl derivatives of alpha-amino acid esters |
-
1990
- 1990-05-12 DE DE4015255A patent/DE4015255A1/en not_active Withdrawn
-
1991
- 1991-01-25 TW TW080100597A patent/TW225988B/zh active
- 1991-04-26 AU AU76221/91A patent/AU641760B2/en not_active Ceased
- 1991-05-07 ES ES91107424T patent/ES2057655T3/en not_active Expired - Lifetime
- 1991-05-07 DE DE59102102T patent/DE59102102D1/en not_active Expired - Fee Related
- 1991-05-07 EP EP91107424A patent/EP0457163B1/en not_active Expired - Lifetime
- 1991-05-07 DK DK91107424.3T patent/DK0457163T3/en active
- 1991-05-07 AT AT91107424T patent/ATE108177T1/en active
- 1991-05-09 MX MX2572391A patent/MX25723A/en unknown
- 1991-05-09 EG EG28291A patent/EG19762A/en active
- 1991-05-10 PT PT97642A patent/PT97642B/en not_active IP Right Cessation
- 1991-05-10 MY MYPI91000793A patent/MY108608A/en unknown
- 1991-05-10 MA MA22422A patent/MA22152A1/en unknown
- 1991-05-10 US US07/698,097 patent/US5204338A/en not_active Expired - Fee Related
- 1991-05-10 ZA ZA913538A patent/ZA913538B/en unknown
- 1991-05-10 HU HU572/91A patent/HU217974B/en not_active IP Right Cessation
- 1991-05-10 IL IL9810991A patent/IL98109A/en unknown
- 1991-05-10 IE IE160891A patent/IE65298B1/en not_active IP Right Cessation
- 1991-05-10 NZ NZ238112A patent/NZ238112A/en unknown
- 1991-05-10 RU SU914895308A patent/RU2025123C1/en active
- 1991-05-10 CA CA002042282A patent/CA2042282A1/en not_active Abandoned
- 1991-05-10 CZ CS911384A patent/CZ279939B6/en not_active IP Right Cessation
- 1991-05-10 KR KR1019910007532A patent/KR910019612A/en not_active Withdrawn
- 1991-05-10 JP JP3133262A patent/JP2504874B2/en not_active Expired - Lifetime
- 1991-05-10 BR BR919101927A patent/BR9101927A/en not_active Application Discontinuation
- 1991-05-11 CN CN91103013A patent/CN1032253C/en not_active Expired - Fee Related
-
1993
- 1993-05-07 LV LVP-93-303A patent/LV10387B/en unknown
- 1993-11-12 LT LTIP1460A patent/LT3953B/en not_active IP Right Cessation
-
1994
- 1994-10-19 HR HRP-809/91A patent/HRP940695B1/en not_active IP Right Cessation
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